$178 Find Cheap Flights from Illinois to Grand Cayman

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Useful Info
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Good to know

Low seasonSeptember
High seasonMarch
Cheapest flight$178
Best time to beat the crowds with an average 20% drop in price.
Most popular time to fly with an average 34% increase in price.
Flight from Chicago O'Hare Airport to George Town

FAQs for booking flights from Illinois to Grand Cayman

  • How does KAYAK find such low prices on flights from Illinois to Grand Cayman?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Illinois to Grand Cayman.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Illinois to Grand Cayman?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Illinois to Grand Cayman is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Illinois to Grand Cayman?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Illinois to Grand Cayman with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Illinois to Grand Cayman?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Illinois to Grand Cayman up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • Which is the cheapest airport to fly into in Grand Cayman?

    Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Grand Cayman is George Town Owen Roberts Intl Airport (GCM), with an average flight price of $363.

  • What is the cheapest day to fly to Grand Cayman?

    Based on KAYAK data, the cheapest day to fly to Grand Cayman is Sunday where round-trip tickets can be as cheap as $688. On the other hand, the most expensive day to fly is Friday, where round-trip prices are $1,039 on average.

  • What is the cheapest time of day to fly to Grand Cayman?

    The cheapest time of day to fly to Grand Cayman is generally in the evening, when round-trip flights cost $507 on average. Morning departures are around 41% more expensive than evening flights, on average. The most expensive time of day to fly to Grand Cayman is generally in the morning, which is peak travel time and where the average cost of a ticket is $713.

  • What is the cheapest flight to Grand Cayman?

    The cheapest ticket to Grand Cayman from Illinois found in the last 72 hours was to George Town, at $645 round-trip. The most popular route is Chicago O'Hare Intl Airport (ORD) to George Town (GCM) and the cheapest round-trip airline ticket found on this route in the last 72 hours was $645.

  • What is the cheapest month to fly from Illinois to Grand Cayman?

    The cheapest month for flights from Illinois to Grand Cayman is September, when tickets cost $468 (return) on average. On the other hand, the most expensive months are December and March, when the average cost of round-trip tickets is $886 and $845 respectively.

  • How far in advance should I book a flight from Illinois to Grand Cayman?

    To get a below average price on the flight from Illinois to Grand Cayman, you should book around 3 weeks before departure. For the absolute cheapest price, our data suggests you should book 23 weeks before departure.

  • How long is the flight to Grand Cayman?

    An average nonstop flight from Illinois to Grand Cayman takes 10h 07m, covering a distance of 1550 miles. The shortest route is Chicago O'Hare Intl Airport (ORD) to George Town (GCM) with an average flight time of 3h 56m.

  • What is the most popular destination in Grand Cayman?

    Based on KAYAK flight searches, the most popular destination is George Town (100% of total searches to Grand Cayman).

Book cheap flights from Illinois to Grand Cayman

Recent round-trip flight deals

9/7Sun
1 stopDelta
5h 31mSTL-GCM
9/11Thu
1 stopDelta
7h 56mGCM-STL
$430
9/7Sun
2 stopsAmerican Airlines
15h 04mSTL-GCM
9/11Thu
1 stopAmerican Airlines
10h 38mGCM-STL
$434
5/31Sat
1 stop
25h 45mORD-GCM
6/7Sat
1 stop
8h 51mGCM-ORD
$456
8/13Wed
1 stop
9h 25mORD-GCM
8/20Wed
1 stop
11h 17mGCM-ORD
$464
5/31Sat
2 stopsAir Canada
41h 40mORD-GCM
6/5Thu
1 stopAir Canada
20h 19mGCM-ORD
$513
6/4Wed
1 stopAir Canada
28h 51mORD-GCM
6/9Mon
2 stopsAir Canada
30h 03mGCM-ORD
$534
6/21Sat
1 stopUnited Airlines
9h 20mSTL-GCM
6/28Sat
1 stopUnited Airlines
16h 46mGCM-STL
$574
6/21Sat
1 stopUnited Airlines
9h 20mSTL-GCM
6/28Sat
2 stopsUnited Airlines
30h 00mGCM-STL
$596
5/19Mon
2 stopsSouthwest
17h 10mSTL-GCM
5/26Mon
2 stopsSouthwest
8h 00mGCM-STL
$697
5/19Mon
2 stopsSouthwest
17h 10mSTL-GCM
5/26Mon
2 stopsSouthwest
18h 50mGCM-STL
$704

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Recent one-way flight deals

10/25Sat
1 stop
20h 29mORD-GCM
$178
6/7Sat
1 stop
25h 45mORD-GCM
$181
5/29Thu
1 stop
27h 23mORD-GCM
$193
6/4Wed
1 stopAir Canada
23h 55mORD-GCM
$218
10/25Sat
2 stopsAir Canada
19h 45mORD-GCM
$258
6/17Tue
1 stopDelta
5h 25mMDW-GCM
$293
6/3Tue
1 stopDelta
5h 50mORD-GCM
$293
6/17Tue
2 stopsAmerican Airlines
7h 41mORD-GCM
$294
6/19Thu
2 stopsWestJet
43h 15mORD-GCM
$303
6/19Thu
1 stopAmerican Airlines
8h 30mORD-GCM
$318

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Last minute flights from Illinois to Grand Cayman

Last minute flight, train and bus deals

5/6Tue
multi-stop
21h 10mORD-GCM
5/9Fri
multi-stop
24h 56mGCM-ORD
$797
5/6Tue
multi-stop
21h 10mORD-GCM
5/9Fri
multi-stop
27h 22mGCM-ORD
$832
5/6Tue
multi-stop
21h 10mORD-GCM
5/9Fri
multi-stop
36h 04mGCM-ORD
$860
5/6Tue
multi-stop
32h 06mORD-GCM
5/9Fri
multi-stop
36h 04mGCM-ORD
$895
5/5Mon
multi-stop
38h 25mORD-GCM
5/9Fri
multi-stop
24h 56mGCM-ORD
$1,129
5/6Tue
multi-stop
24h 20mORD-GCM
5/9Fri
multi-stop
36h 04mGCM-ORD
$1,158
5/5Mon
multi-stop
38h 25mORD-GCM
5/9Fri
multi-stop
36h 04mGCM-ORD
$1,193

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Everything you need to know for your flight to Grand Cayman

Cabin class types available on flights to Illinois

Cabin classes available on flights to Illinois. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
First Class flights to Grand Caymanfrom $280
Business Class flights to Grand Caymanfrom $177
Prem Econ Class flights to Grand Caymanfrom $108
Economy Class flights to Grand Caymanfrom $25

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